Drospirenone

Highest phase reached
Drug type
Small molecule
First approval year

First approval year
Listing at source
Listed
Highest phase reached

Drug type
Small molecule
Drug name
Drospirenone
Molecular weight
Structure (SMILES)
C[C@]12CCC(=O)C=C1[C@@H]1C[C@@H]1[C@H]1[C@@H]3[C@@H]4C[C@@H]4[C@@]4(CCC(=O)O4)[C@@]3(C)CC[C@@H]12

  • drospirenone component of angeliq
  • Drospirenone component of angeliq
  • drospirenone component of beyaz
  • Drospirenone component of beyaz
  • drospirenone component of nextstellis
  • Drospirenone component of nextstellis
  • drospirenone component of safyral
  • Drospirenone component of safyral
  • drospirenone component of yasmin
  • Drospirenone component of yasmin
  • drospirenone component of yaz
  • Drospirenone component of yaz
  • slynd
  • Slynd

  • (6R,7R,8R,9S,10R,13S,14S,15S,16S,17S)-1,3',4',6,6A,7,8,9,10,11,12,13,14,15,15A,16-HEXADECAHYDRO-10,13-DIMETHYLSPIRO-(17H-DICYCLOPROPA(6,7:15,16)CYCLOPENTA(A)PHENANTHRENE-17,2'(5'H)-FURAN)-3,5'(2H)-DIONE
  • 0 25mg drsp 0 5mg e2 bay86 4891
  • 17 hydroxy 6β 7β 15β 16β dimethylene 3 oxo 17α pregn 4 ene 21 carboxylic acid γ lactone
  • 17-Hydroxy-6β,7β:15β,16β-dimethylene-3-oxo-17α-pregn-4-ene-21-carboxylic acid, γ-lactone
  • 6r 7r 8r 9s 10r 13s 14s 15s 16s 17s 1 3 4 6 6a 7 8 9 10 11 12 13 14 15 15a 16 hexadecahydro 10 13 dimethylspiro 17h dicyclopropa 6 7 15 16 cyclopenta a phenanthrene 17 2 5 h furan 3 5 2h dione
  • angeliq component drospirenone
  • ANGELIQ COMPONENT DROSPIRENONE
  • beyaz component drospirenone
  • BEYAZ COMPONENT DROSPIRENONE
  • drospirenona
  • Drospirenona
  • drospirenone
  • Drospirenone
  • DROSPIRENONE [EP MONOGRAPH]
  • drospirenone [INN]
  • DROSPIRENONE [JAN]
  • DROSPIRENONE [MART.]
  • DROSPIRENONE [MI]
  • DROSPIRENONE [ORANGE BOOK]
  • DROSPIRENONE [USAN]
  • DROSPIRENONE [USP MONOGRAPH]
  • DROSPIRENONE [USP-RS]
  • DROSPIRENONE [VANDF]
  • Drospirenone [WHO-DD]
  • Drospirenone 4 MG

And 30 more, listed on the interactive page.

ATC classification codes
  • G03AC10
Sources for recorded values
CAS registry numbers
  • 67392-87-4
ChEMBL ID
CHEMBL1509
InChIKey
METQSPRSQINEEU-HXCATZOESA-N
PubChem compound IDs
  • 68873
RxNorm IDs (RxCUI)
  • 11636
FDA ingredient codes (UNII)
  • N295J34A25

Applicant
BAYER HLTHCARE
Approval date
28 Sept 2005
Application number
NDA021355

Patents
30
Designations
0
Earliest recorded loss of exclusivity
28 Jun 2031
First in class
No
Fast track
No
Breakthrough designation
No
Orphan designation
No
Priority review
No
Orphan exclusivity
No
Accelerated approval
No
Availability
Prescription only

Pharmacology name
drospirenone
Type
Synthetic organic
Drug name stem
-renone
Approval recorded by Guide to Pharmacology
Yes

Administration routes

  • Oral

  • Mechanism
    Progesterone receptor agonist
    Action type
    Agonist
    Target
    Progesterone receptor
    Protein identifier
    P06401
  • Action
    Antagonist
    Action type
    Antagonist
    Target
    Mineralocorticoid receptor
    Gene symbol
    NR3C2
    Protein identifier
    P08235
    Primary target
    Yes
  • Mechanism
    Mineralocorticoid receptor antagonist
    Action type
    Antagonist
    Target
    Mineralocorticoid receptor
    Protein identifier
    P08235

  • Mechanism
    Progesterone receptor agonist
    Action type
    Agonist
    Target
    Progesterone receptor
  • Mechanism
    Mineralocorticoid receptor antagonist
    Action type
    Antagonist
    Target
    Mineralocorticoid receptor

  • Action type
    Agonist
    Gene symbol
    PGR
    Protein identifier
    P06401
    Organism
    Homo sapiens
    Target development level
    Clinical
  • Action type
    Antagonist
    Gene symbol
    NR3C2
    Protein identifier
    P08235
    Organism
    Homo sapiens
    Target development level
    Clinical

  • Condition
    Polycystic Ovary Syndrome
    Highest recorded phase
    3
    Condition identifier
    EFO:0000660
    Subject identifier
    D011085
  • Condition
    Obesity
    Highest recorded phase
    1
    Condition identifier
    EFO:0001073
    Subject identifier
    D009765
  • Condition
    Acne Vulgaris
    Highest recorded phase
    4
    Condition identifier
    EFO:0003894
    Subject identifier
    D000152
  • Condition
    Bulimia Nervosa
    Highest recorded phase
    2
    Condition identifier
    EFO:0005204
    Subject identifier
    D052018
  • Condition
    Bulimia
    Highest recorded phase
    2
    Condition identifier
    EFO:0005924
    Subject identifier
    D002032
  • Condition
    Hidradenitis Suppurativa
    Highest recorded phase
    2
    Condition identifier
    EFO:1000710
    Subject identifier
    D017497
  • Condition
    Dysmenorrhea
    Highest recorded phase
    3
    Condition identifier
    HP:0100607
    Subject identifier
    D004412
  • Condition
    Depressive Disorder
    Highest recorded phase
    2
    Condition identifier
    MONDO:0002050
    Subject identifier
    D003866
  • Condition
    Premenstrual Syndrome
    Highest recorded phase
    2
    Condition identifier
    MONDO:0004169
    Subject identifier
    D011293

  • Condition identifier
    EFO_0000195
  • Condition identifier
    EFO_0000660
    Highest recorded phase
    3
  • Condition identifier
    EFO_0001065
  • Condition identifier
    EFO_0003894
  • Condition identifier
    EFO_0009006
  • Condition identifier
    EFO_0009520
  • Condition identifier
    EFO_0009520
    Highest recorded phase
    4
  • Condition identifier
    EFO_1000710
    Highest recorded phase
    2
  • Condition identifier
    GO_0042697
  • Condition identifier
    HP_0000132
    Highest recorded phase
    1
  • Condition identifier
    HP_0000789
  • Condition identifier
    HP_0000855
  • Condition identifier
    HP_0000858
  • Condition identifier
    HP_0001007
    Highest recorded phase
    2
  • Condition identifier
    HP_0001513
    Highest recorded phase
    3
  • Condition identifier
    HP_0002829
  • Condition identifier
    HP_0003326
  • Condition identifier
    HP_0008209
  • Condition identifier
    HP_0012531
  • Condition identifier
    HP_0012531
    Highest recorded phase
    4
  • Condition identifier
    HP_0100607
  • Condition identifier
    HP_0100607
    Highest recorded phase
    4
  • Condition identifier
    MONDO_0001119
  • Condition identifier
    MONDO_0001134
    Highest recorded phase
    3
  • Condition identifier
    MONDO_0002050

And 15 more, listed on the interactive page.

  • Event
    bleeding time prolonged
    Reports
    2
    Reporting signal score
    7.70076
  • Event
    carotid artery thrombosis
    Reports
    3
    Reporting signal score
    14.028
  • Event
    cerebral venous sinus thrombosis
    Reports
    2
    Reporting signal score
    9.0885
  • Event
    dyspareunia
    Reports
    4
    Reporting signal score
    14.1657
  • Event
    electrocardiogram qt interval abnormal
    Reports
    2
    Reporting signal score
    9.12609
  • Event
    intermenstrual bleeding
    Reports
    2
    Reporting signal score
    9.61889
  • Event
    menorrhagia
    Reports
    6
    Reporting signal score
    13.2714
  • Event
    metrorrhagia
    Reports
    12
    Reporting signal score
    42.3278
  • Event
    oligomenorrhoea
    Reports
    2
    Reporting signal score
    7.93574
  • Event
    ovarian cancer
    Reports
    3
    Reporting signal score
    9.57963
  • Event
    pituitary gland operation
    Reports
    1
    Reporting signal score
    8.11198
  • Event
    postmenopausal haemorrhage
    Reports
    4
    Reporting signal score
    16.6657
  • Event
    pregnancy on oral contraceptive
    Reports
    8
    Reporting signal score
    41.5958
  • Event
    psychotic disorder
    Reports
    10
    Reporting signal score
    20.6804
  • Event
    suppressed lactation
    Reports
    5
    Reporting signal score
    26.1898
  • Event
    thrombophlebitis superficial
    Reports
    3
    Reporting signal score
    9.55389
  • Event
    urticaria localised
    Reports
    2
    Reporting signal score
    13.0791
  • Event
    uterine polyp
    Reports
    2
    Reporting signal score
    7.55753
  • Event
    vaginal haemorrhage
    Reports
    5
    Reporting signal score
    8.89585

Route
Oral
How often
Once daily

  • Preferably after evening meal or at bedtime
  • Take in the same order on the blister pack
  • Take without regard to meals

Hydrogen bond acceptors
3
Hydrogen bond donors
0
Polar surface area
43.37
Calculated partition coefficient (ALogP)
4.31
Calculated partition coefficient (XLogP)
3.5
Prodrug
No
Chirality
Single enantiomer
Inorganic
No
Rule-of-five violations
0
Rotatable bonds
0
Heavy atoms
27
Molecular formula
C24H30O3
Monoisotopic mass
366.21949481
Natural product
Yes

  • 50419-482
  • 50419-483

Recorded assays
903
Active assays
57

  • Confirmatory
  • Other
  • Screening
  • Summary

Oral bioavailability

Median
76
Mean
76
Minimum
76
Maximum
76
Unit
%
Assays
1
Standard deviation
0
Summary method
median
Censored results excluded
0
Other units excluded
0
Unknown units excluded
0

Measurement types

  • F

Related records

Trials (95)

Approved for (1)

In development for (8)

Other linked conditions (2)

Targets (2)